#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008487.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2008487
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  774
_journal_page_last  776
_publ_section_title
;
5a,6,9,9a-Tetrahydro-4-hydroxy-6,9-methano-5H-fluoreno[2,3-b]furan-5-one
and
5a,6,9,9a-tetrahydro-6,9-methano-4-methoxy-5H-fluoreno[2,3-b]furan-5-ol
;
loop_
_publ_author_name
  'Chinnakali, Kandasamy'
  'Fun, Hoong-Kun'
  'Mal, Dipakranjan'
  'Bandopadhyay, Mousumi'
  'Datta, Kalyani'
  'Nigam, Gur Dayal'
_chemical_formula_sum  'C17 H16 O3'
_chemical_formula_weight  268.30
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.83180(10)
_cell_length_b  9.9472(2)
_cell_length_c  14.2471(3)
_cell_angle_alpha  73.852(8)
_cell_angle_beta  86.554(9)
_cell_angle_gamma  78.9160(10)
_cell_volume  1313.38(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.357
_diffrn_ambient_temperature  293(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1A  .2855(2)  .78963(16)  .43160(13)  .0571(5) Uani d . 1 . . O
  O2A  .1704(2)  .36126(18)  .63072(14)  .0649(6) Uani d . 1 . . O
  O3A  .2329(2)  .1336(2)  .52764(18)  .0934(9) Uani d . 1 . . O
  H3AA  .1966  .1381  .5803  .140 Uiso calc R 1 . . H
  C1A  .3872(3)  .5722(2)  .38631(18)  .0428(6) Uani d . 1 . . C
  H1AA  .4367  .6180  .3333  .051 Uiso calc R 1 . . H
  C2A  .3033(3)  .6449(2)  .44402(17)  .0415(6) Uani d . 1 . . C
  C3A  .2251(2)  .5842(2)  .52389(18)  .0403(6) Uani d . 1 . . C
  C4A  .2344(3)  .4361(2)  .54881(17)  .0410(6) Uani d . 1 . . C
  C5A  .3183(2)  .3600(2)  .49332(17)  .0380(6) Uani d . 1 . . C
  C6A  .3509(3)  .2006(2)  .5124(2)  .0534(7) Uani d . 1 . . C
  H6AA  .4106  .1604  .5699  .064 Uiso calc R 1 . . H
  C7A  .4344(3)  .1754(2)  .42159(18)  .0453(6) Uani d . 1 . . C
  H7AA  .5204  .1072  .4426  .054 Uiso calc R 1 . . H
  C8A  .3621(3)  .1302(3)  .3451(2)  .0535(7) Uani d . 1 . . C
  H8AA  .3521  .0300  .3629  .064 Uiso calc R 1 . . H
  C9A  .2322(3)  .2363(3)  .3127(2)  .0665(9) Uani d . 1 . . C
  H9AA  .1421  .2206  .3273  .080 Uiso calc R 1 . . H
  C10A  .2681(3)  .3564(3)  .2597(2)  .0604(8) Uani d . 1 . . C
  H10A  .2080  .4398  .2295  .072 Uiso calc R 1 . . H
  C11A  .4226(3)  .3337(2)  .25706(18)  .0465(6) Uani d . 1 . . C
  H11A  .4636  .3998  .2037  .056 Uiso calc R 1 . . H
  C12A  .4703(2)  .3207(2)  .36184(17)  .0390(6) Uani d . 1 . . C
  H12A  .5703  .3185  .3627  .047 Uiso calc R 1 . . H
  C13A  .3926(2)  .4275(2)  .41238(17)  .0370(5) Uani d . 1 . . C
  C14A  .4563(3)  .1762(3)  .25682(19)  .0526(7) Uani d . 1 . . C
  H14A  .4265  .1601  .1978  .063 Uiso calc R 1 . . H
  H14B  .5532  .1341  .2693  .063 Uiso calc R 1 . . H
  C15A  .1949(3)  .8172(3)  .5039(2)  .0590(8) Uani d . 1 . . C
  H15A  .1642  .9078  .5120  .071 Uiso calc R 1 . . H
  C16A  .1559(3)  .7004(3)  .5612(2)  .0514(7) Uani d . 1 . . C
  H16A  .0961  .6949  .6147  .062 Uiso calc R 1 . . H
  C17A  .0305(3)  .4081(4)  .6474(2)  .0771(10) Uani d . 1 . . C
  H17A  .0157  .4025  .7155  .116 Uiso calc R 1 . . H
  H17B  -.0238  .3492  .6288  .116 Uiso calc R 1 . . H
  H17C  .0032  .5050  .6094  .116 Uiso calc R 1 . . H
  O1B  -.25358(17)  .18239(19)  .90957(16)  .0639(6) Uani d . 1 . . O
  O2B  .15862(19)  .02072(19)  .75555(15)  .0650(6) Uani d . 1 . . O
  O3B  .37925(17)  .1812(2)  .78004(13)  .0563(5) Uani d . 1 . . O
  H3BA  .3162  .2142  .7403  .084 Uiso calc R 1 . . H
  C1B  -.0388(3)  .2253(3)  .96357(19)  .0490(7) Uani d . 1 . . C
  H1BA  -.0822  .2708 1.0091  .059 Uiso calc R 1 . . H
  C2B  -.1112(2)  .1714(2)  .9075(2)  .0450(6) Uani d . 1 . . C
  C3B  -.0531(2)  .1021(2)  .83790(19)  .0443(6) Uani d . 1 . . C
  C4B  .0904(2)  .0848(2)  .82453(18)  .0417(6) Uani d . 1 . . C
  C5B  .1672(2)  .1390(2)  .87892(17)  .0375(6) Uani d . 1 . . C
  C6B  .3226(2)  .1317(3)  .87496(19)  .0459(6) Uani d . 1 . . C
  H6BA  .3668  .0322  .9022  .055 Uiso calc R 1 . . H
  C7B  .3479(2)  .2169(2)  .94631(19)  .0455(6) Uani d . 1 . . C
  H7BA  .4156  .1575  .9956  .055 Uiso calc R 1 . . H
  C8B  .3909(3)  .3649(3)  .90166(19)  .0473(6) Uani d . 1 . . C
  H8BA  .4880  .3627  .8811  .057 Uiso calc R 1 . . H
  C9B  .2846(3)  .4554(2)  .82657(19)  .0470(6) Uani d . 1 . . C
  H9BA  .2986  .4828  .7593  .056 Uiso calc R 1 . . H
  C10B  .1681(3)  .4890(2)  .8734(2)  .0482(6) Uani d . 1 . . C
  H10B  .0859  .5444  .8449  .058 Uiso calc R 1 . . H
  C11B  .1926(3)  .4214(3)  .98077(19)  .0506(7) Uani d . 1 . . C
  H11B  .1287  .4628 1.0251  .061 Uiso calc R 1 . . H
  C12B  .2073(2)  .2568(3)  .99715(18)  .0461(6) Uani d . 1 . . C
  H12B  .2116  .2076 1.0671  .055 Uiso calc R 1 . . H
  C13B  .1032(2)  .2074(2)  .94792(17)  .0408(6) Uani d . 1 . . C
  C14B  .3451(3)  .4321(3)  .9865(2)  .0569(7) Uani d . 1 . . C
  H14C  .3875  .3756 1.0482  .068 Uiso calc R 1 . . H
  H14D  .3594  .5295  .9726  .068 Uiso calc R 1 . . H
  C15B  -.2820(3)  .1206(3)  .8399(3)  .0682(9) Uani d . 1 . . C
  H15B  -.3710  .1142  .8252  .082 Uiso calc R 1 . . H
  C16B  -.1682(3)  .0709(3)  .7955(2)  .0590(8) Uani d . 1 . . C
  H16B  -.1641  .0249  .7465  .071 Uiso calc R 1 . . H
  C17B  .1398(4)  -.1124(4)  .7577(3)  .1264(19) Uani d . 1 . . C
  H17D  .2208  -.1612  .7318  .190 Uiso calc R 1 . . H
  H17E  .0608  -.1052  .7189  .190 Uiso calc R 1 . . H
  H17F  .1245  -.1644  .8239  .190 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  O1A  .0827(14)  .0328(9)  .0616(12)  -.0191(9)  .0040(11)  -.0175(9)
  O2A  .0720(14)  .0469(10)  .0630(13)  -.0056(9)  .0287(11)  -.0038(9)
  O3A  .132(2)  .0582(12)  .1114(19)  -.0593(14)  .0765(17)  -.0463(13)
  C1A  .0554(16)  .0397(13)  .0389(13)  -.0195(12)  .0018(12)  -.0127(11)
  C2A  .0537(15)  .0309(12)  .0439(14)  -.0143(11)  -.0068(13)  -.0109(11)
  C3A  .0447(14)  .0370(13)  .0438(14)  -.0086(11)  -.0054(12)  -.0167(11)
  C4A  .0496(15)  .0370(13)  .0374(13)  -.0123(11)  .0018(12)  -.0094(11)
  C5A  .0435(13)  .0315(12)  .0407(13)  -.0095(10)  .0002(12)  -.0111(10)
  C6A  .0767(19)  .0303(13)  .0496(16)  -.0102(13)  .0144(15)  -.0078(11)
  C7A  .0509(15)  .0318(12)  .0509(15)  -.0032(11)  .0027(13)  -.0113(11)
  C8A  .0634(18)  .0398(14)  .0658(18)  -.0190(13)  .0150(16)  -.0251(13)
  C9A  .0478(17)  .079(2)  .092(2)  -.0207(16)  .0024(17)  -.0503(19)
  C10A  .0635(19)  .0595(18)  .0629(19)  .0036(15)  -.0210(16)  -.0303(15)
  C11A  .0613(17)  .0417(14)  .0396(14)  -.0161(12)  .0037(13)  -.0124(11)
  C12A  .0385(13)  .0391(13)  .0412(14)  -.0101(11)  .0007(12)  -.0122(11)
  C13A  .0400(13)  .0346(12)  .0397(13)  -.0106(10)  -.0027(11)  -.0125(10)
  C14A  .0577(17)  .0535(16)  .0534(17)  -.0108(13)  .0036(14)  -.0260(13)
  C15A  .0703(19)  .0388(15)  .073(2)  -.0019(14)  -.0038(17)  -.0277(14)
  C16A  .0553(16)  .0441(15)  .0611(17)  -.0098(13)  .0030(14)  -.0248(13)
  C17A  .0479(18)  .103(2)  .068(2)  -.0235(17)  -.0033(16)  .0040(18)
  O1B  .0349(10)  .0642(12)  .0939(16)  -.0145(9)  .0058(11)  -.0214(11)
  O2B  .0638(12)  .0662(12)  .0826(15)  -.0281(10)  .0214(11)  -.0427(11)
  O3B  .0389(10)  .0763(13)  .0595(12)  -.0177(10)  .0077(9)  -.0251(10)
  C1B  .0449(15)  .0494(15)  .0561(17)  -.0144(12)  .0136(14)  -.0190(13)
  C2B  .0312(13)  .0423(14)  .0597(17)  -.0121(11)  .0030(13)  -.0081(12)
  C3B  .0401(14)  .0398(13)  .0538(16)  -.0157(11)  -.0033(13)  -.0079(12)
  C4B  .0436(15)  .0390(13)  .0447(14)  -.0121(11)  .0042(12)  -.0128(11)
  C5B  .0330(13)  .0346(12)  .0446(14)  -.0090(10)  .0004(11)  -.0086(10)
  C6B  .0388(14)  .0415(13)  .0564(16)  -.0079(11)  -.0022(13)  -.0110(12)
  C7B  .0380(14)  .0484(14)  .0485(15)  -.0088(11)  -.0115(12)  -.0076(12)
  C8B  .0402(14)  .0534(15)  .0534(16)  -.0182(12)  -.0021(13)  -.0161(13)
  C9B  .0547(16)  .0435(14)  .0458(15)  -.0194(13)  -.0030(14)  -.0095(12)
  C10B  .0478(16)  .0395(14)  .0598(17)  -.0093(12)  -.0089(14)  -.0153(12)
  C11B  .0533(16)  .0595(16)  .0496(16)  -.0202(13)  .0033(14)  -.0264(13)
  C12B  .0491(15)  .0533(15)  .0388(14)  -.0177(12)  -.0001(13)  -.0118(12)
  C13B  .0418(14)  .0394(13)  .0420(14)  -.0138(11)  .0003(12)  -.0081(11)
  C14B  .0600(18)  .0640(17)  .0563(17)  -.0244(14)  -.0096(15)  -.0212(14)
  C15B  .0439(17)  .0619(18)  .102(3)  -.0199(14)  -.0127(18)  -.0179(18)
  C16B  .0490(17)  .0566(17)  .077(2)  -.0202(14)  -.0082(16)  -.0180(15)
  C17B  .154(4)  .109(3)  .170(4)  -.085(3)  .092(4)  -.105(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1A C15A . 1.372(3) yes
  O1A C2A . 1.378(3) yes
  O2A C4A . 1.386(3) yes
  O2A C17A . 1.393(3) yes
  O3A C6A . 1.423(3) yes
  O3A H3AA .  .8200 ?
  C1A C13A . 1.374(3) ?
  C1A C2A . 1.378(3) ?
  C1A H1AA .  .9300 ?
  C2A C3A . 1.393(3) ?
  C3A C4A . 1.402(3) ?
  C3A C16A . 1.441(3) ?
  C4A C5A . 1.376(3) ?
  C5A C13A . 1.403(3) ?
  C5A C6A . 1.506(3) ?
  C6A C7A . 1.544(3) ?
  C6A H6AA .  .9800 ?
  C7A C8A . 1.544(4) ?
  C7A C12A . 1.554(3) ?
  C7A H7AA .  .9800 ?
  C8A C9A . 1.497(4) ?
  C8A C14A . 1.534(3) ?
  C8A H8AA .  .9800 ?
  C9A C10A . 1.324(4) yes
  C9A H9AA .  .9300 ?
  C10A C11A . 1.492(4) ?
  C10A H10A .  .9300 ?
  C11A C14A . 1.538(3) ?
  C11A C12A . 1.555(3) ?
  C11A H11A .  .9800 ?
  C12A C13A . 1.509(3) ?
  C12A H12A .  .9800 ?
  C14A H14A .  .9700 ?
  C14A H14B .  .9700 ?
  C15A C16A . 1.330(3) yes
  C15A H15A .  .9300 ?
  C16A H16A .  .9300 ?
  C17A H17A .  .9600 ?
  C17A H17B .  .9600 ?
  C17A H17C .  .9600 ?
  O1B C15B . 1.371(4) yes
  O1B C2B . 1.382(3) yes
  O2B C17B . 1.363(3) yes
  O2B C4B . 1.388(3) yes
  O3B C6B . 1.423(3) yes
  O3B H3BA .  .8200 ?
  C1B C2B . 1.373(3) ?
  C1B C13B . 1.386(3) ?
  C1B H1BA .  .9300 ?
  C2B C3B . 1.395(3) ?
  C3B C4B . 1.396(3) ?
  C3B C16B . 1.436(4) ?
  C4B C5B . 1.386(3) ?
  C5B C13B . 1.399(3) ?
  C5B C6B . 1.514(3) ?
  C6B C7B . 1.551(3) ?
  C6B H6BA .  .9800 ?
  C7B C12B . 1.556(3) ?
  C7B C8B . 1.561(3) ?
  C7B H7BA .  .9800 ?
  C8B C9B . 1.511(3) ?
  C8B C14B . 1.542(3) ?
  C8B H8BA .  .9800 ?
  C9B C10B . 1.324(3) yes
  C9B H9BA .  .9300 ?
  C10B C11B . 1.504(4) ?
  C10B H10B .  .9300 ?
  C11B C14B . 1.532(4) ?
  C11B C12B . 1.567(3) ?
  C11B H11B .  .9800 ?
  C12B C13B . 1.500(3) ?
  C12B H12B .  .9800 ?
  C14B H14C .  .9700 ?
  C14B H14D .  .9700 ?
  C15B C16B . 1.331(4) yes
  C15B H15B .  .9300 ?
  C16B H16B .  .9300 ?
  C17B H17D .  .9600 ?
  C17B H17E .  .9600 ?
  C17B H17F .  .9600 ?